(E)-5-hydroxy-6-methyl-3-hepten-2-one | 336195-71-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-5-hydroxy-6-methyl-3-hepten-2-one
• 英文别名: (E)-5-hydroxy-6-methylhept-3-en-2-one
• CAS: 336195-71-2
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: FELIVJIJRSRLNH-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-5-hydroxy-6-methyl-3-hepten-2-one 在 sodium tetrahydroborate 、 丙酸 作用下， 以 乙醇 、 xylene 为溶剂， 反应 8.0h， 生成 trans-5-methyl-4-[(E)-3-methylbut-1-enyl]dihydrofuran-2(3H)-one
  参考文献：
  名称：

  γ-羟基 α,β-不饱和酮和腈的 Claisen-Johnson 原酸酯重排

  摘要：

  不饱和 γ-羟基酮 3 和 γ-羟基腈 7 很容易通过 Claisen-Johnson 原酸酯重排转化为 4-氧代酯 4 和 3-氰基酯 8，使用原乙酸三乙酯在二甲苯中回流。得到的酯衍生物可以在羰基和氰基处选择性还原，得到相应的内酯 5 和吡咯烷酮 14。

  DOI：

  10.1002/1099-0690(200102)2001:4<713::aid-ejoc713>3.0.co;2-u
• 作为产物：
  描述：

  4-甲基-1-戊烯-3-醇 、 丁烯酮 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (E)-5-hydroxy-6-methyl-3-hepten-2-one
  参考文献：
  名称：

  Diastereoselective construction of anti-4,5-disubstituted-1,3-dioxolanes via a bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α,β-unsaturated ketones with paraformaldehyde

  摘要：

  铋介导的两组分半缩醛氧共轭加成为选择性构建反式-4,5-二取代1,3-二氧杂环戊烷提供了一种温和的方法。

  DOI：

  10.1039/c5cc01949d

文献信息

• COOLING SENSATION AGENT COMPOSITION AND SENSORY STIMULATION AGENT COMPOSITION
  申请人：Ishida Kenya

  公开号：US20110117147A1

  公开（公告）日：2011-05-19

  The invention relates to a cooling sensation agent composition with a prolonged cool sensation effect comprising at least one compound selected from Formula (1) wherein each of A and B is a hydrogen atom or a hydrocarbon group which may have one or more substituents, in which A and B are not hydrogen atoms simultaneously, and the total number of carbon atoms in A and B is in the range of 6 to 18; and Formulae (2) to (4) wherein R1, R2, and R3 each represent a residue of an alcohol selected from 1-menthol, 1-isopulegol, 3-(1-menthoxy)propan-1,2-diol, 2-(1-menthoxy)ethan-1-ol, 3-(1-menthoxy)propan-1-ol, 2-methyl-3-(1-menthoxy)propan-1,2-diol and para-menthan-3,8-diol), and R4 represents a residue of a branched or straight-chain, cyclic or linear, or saturated or unsaturated alcohol having 6 to 18 carbon atoms that may have one or more aromatic rings that may have a condensed ring and substituent groups such as hydroxyl and ether groups; and R6 represents a hydrocarbon group having 11 to 19 carbon atoms that may be branched and contain one or more unsaturated bonds. The invention also relates to a sensory stimulation agent composition comprising the cooling sensation agent composition; a flavor or fragrance composition, a beverage or food product, a perfume or cosmetic product, a toiletry product, a daily utensil product or grocery, a fiber, a fiber product, a cloth or a medicine comprising the cooling sensation agent composition or the sensory stimulation agent composition; a production method thereof; a cooling processing method of a fiber, fiber product or a cloth, comprising compounding the cooling sensation agent composition or the sensory stimulation agent composition; and new compounds.
• US8632792B2
  申请人：——

  公开号：US8632792B2

  公开（公告）日：2014-01-21
• Claisen-Johnson Orthoester Rearrangement of γ-Hydroxy α,β-Unsaturated Ketones and Nitriles
  作者：Alessandra Giardinà、Enrico Marcantoni、Tiziana Mecozzi、Marino Petrini

  DOI：10.1002/1099-0690(200102)2001:4<713::aid-ejoc713>3.0.co;2-u

  日期：2001.2

  Unsaturated γ-hydroxy ketones 3 and γ-hydroxy nitriles 7 are readily converted into 4-oxo esters 4 and 3-cyano esters 8 by means of a Claisen−Johnson orthoester rearrangement, using triethyl orthoacetate in xylene at reflux. The obtained ester derivatives can be selectively reduced at the carbonyl and cyano groups to afford the corresponding lactones 5 and pyrrolidinones 14.

  不饱和 γ-羟基酮 3 和 γ-羟基腈 7 很容易通过 Claisen-Johnson 原酸酯重排转化为 4-氧代酯 4 和 3-氰基酯 8，使用原乙酸三乙酯在二甲苯中回流。得到的酯衍生物可以在羰基和氰基处选择性还原，得到相应的内酯 5 和吡咯烷酮 14。
• Diastereoselective construction of anti-4,5-disubstituted-1,3-dioxolanes via a bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α,β-unsaturated ketones with paraformaldehyde
  作者：Aleksandr Grisin、Samuel Oliver、Michael D. Ganton、John Bacsa、P. Andrew Evans

  DOI：10.1039/c5cc01949d

  日期：——

  The bismuth-mediated two-component hemiacetal oxa-conjugate addition provides a mild method for the stereoselective construction of anti-4,5-disubstituted 1,3-dioxolanes.

  铋介导的两组分半缩醛氧共轭加成为选择性构建反式-4,5-二取代1,3-二氧杂环戊烷提供了一种温和的方法。